Men's Apparel

322 products
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A man wearing a beige pullover hoodie with a vintage-style graphic print on the chest, paired with black pants, photographed against a neutral gray studio background.
Playboy December 1966 Cover Hoodie
$87.00
S–XXL
A man wearing a light gray heather crewneck sweatshirt with a red collar, rainbow-striped cuffs and hem, and the black Playboy logo on the chest, posed against a solid gray studio background.
Playboy Rainbow Love Sweatshirt
$87.00
XS–XXL
Aviation Wings N950Pb Sweatpants
Playboy Aviation Wings N950PB Sweatpants
From $93.00
4 colors · XS–XL
Playboy x PSD Bet
Playboy x PSD Bet Brief
$28.00
S–XL
A man wearing a pink crewneck sweatshirt with a white, green, and yellow Playboy bunny and heart graphic on the front, paired with black pants, set against a plain gray studio background.
Playboy x JGC Iconic Love Bunny Sweatshirt
$93.00
2 colors · S–XXL
Tech Pique Millwood Golf Polo
Playboy Puma Golf Pique Tipped Performance Polo
$90.00
Where Is Bigbunny Going T Shirt
Playboy Where is BigBunny Going? T-Shirt
$92.00
4 colors · XS–XL
The October 1966 Cover Boxer Brief
The Playboy October 1966 Cover Boxer Brief
$27.00
Long Sleeve Tee
Playboy Aviation Wings N950PB Long Sleeve T-Shirt
$131.00
4 colors · XS–XL
November 1966 Cover T Shirt
Playboy November 1966 Cover T-Shirt
$47.00
The Essentials Mens Trunk Orange
Playboy Men's Essentials Modal Trunk
$30.00
2 colors · XS–XXL
A man wearing a pink and purple tie-dye sweatshirt with a vintage Playboy magazine cover graphic on the front, paired with black jeans, against a solid gray studio background.
Playboy May 1977 Cover Crewneck Sweatshirt
$79.00
Soulland September 1967 Playboy Camp Shirt
Playboy x Soulland September 1967 Playboy Camp Shirt
$313.00
XS–XL
Playboy x PSD Revolution Brief
Playboy x PSD Revolution Brief
$28.00
S–XL
Playboy x PSD Cherry Lux Brief
Playboy x PSD Cherry Lux Brief
$28.00
S–XL
A man wearing a black sweatshirt, shown from the back, featuring a large graphic print of a woman with a cocktail and the word 'PLAYBOY' in green text.
Playboy Gaze Black Sweatshirt
$93.00
S–XXL
A man wearing a bright coral-orange short-sleeve t-shirt, viewed from the back. The shirt features a large graphic print on the back depicting a woman in a pink dress against a black background with the word 'PLAYBOY' in red.
Playboy Kaya Cover Tee
$51.00
S–XXL
A man wearing a navy blue hooded zip-up jacket with white embroidered logos on the chest, paired with black jeans, standing against a solid gray studio background.
Playboy Classic Club Jacket
$64.00
S–XXL
A man wearing a white pullover hoodie with 'USA PLAYBOY' and the Playboy bunny logo printed on the chest, along with 'PLAYBOY' text down both sleeves, against a plain gray studio background.
Playboy USA Hoodie
$121.00
S–XL
A man wearing a dark charcoal gray hoodie with a white graphic of the Playboy bunny and the text 'THOSE WHO WEAR IT PURSUE PLEASURE WITH PRIDE.' on the front, paired with dark gray jeans, against a neutral gray background.
Playboy Bunny Pursue Hoodie
$98.00
2 colors · S–XL
Playboy x John Richmond Denim Pants
Playboy x John Richmond Denim Pants
$336.00
29–40
A man viewed from the back wearing a black pullover hoodie with two square graphic prints on the back, paired with dark jeans against a plain gray studio background.
Playboy January 1964 Playmate Sharon Rogers Hoodie
$87.00
S–XXL
A man wearing a black graphic t-shirt with a 'Wild West Bunny Playboy' print, paired with dark jeans, standing against a neutral gray studio background.
Playboy Wild West Bunny Tee.
$66.00
2 colors · S–XL
A man wearing a white crewneck t-shirt with a distressed orange and red 'PLAYBOY RODEO' graphic on the chest, posed against a neutral gray studio background.
Playboy Rodeo Tee.
$47.00
2 colors · S–XL
Playboy Hotel Long Sleeve Tee
Playboy Hotel Long Sleeve Tee
$51.00
2 colors · S–L
Mens Green Flannel Long Sleeve Shirt
Playboy Men's Green Flannel Long Sleeve Shirt
$75.00
XS–XXL
Playboy x PSD Playboy Time 3PK
Playboy x PSD Playboy Time 3PK
$28.00
S–XL
A man wearing a black crewneck sweatshirt with a colorful graphic of three hearts and a peace sign on the chest, paired with black sweatpants, against a neutral gray studio background.
Playboy x JGC Iconic Love Bunny Sweatshirt
$93.00
2 colors · S–XXL
A man wearing a black short-sleeve graphic t-shirt with a distressed white 'DE POLD DE BRAYS' text and an orange bull silhouette, featuring the Playboy logo underneath, set against a plain gray studio background.
Playboy Be Bold Western Tee.
$47.00
2 colors · S–XL
Playboy x John Richmond Rabbit Head T-Shirt
Playboy x John Richmond Rabbit Head T-Shirt
$171.00
S–XXL
Playboy x John Richmond Denim Jacket
Playboy x John Richmond Denim Jacket
$528.00
S–XXL
A man wearing a black pullover hoodie with a white Playboy bunny and '11' graphic on the chest, posed against a solid gray studio background.
Playboy x E11even Hoodie
$89.00
S–XXL
Soulland June 1954 Playboy Camp Shirt
Playboy x Soulland June 1954 Playboy Camp Shirt
$313.00
XS–XL
A man wearing a bright red hoodie with a large rectangular beach photo print on the back, photographed against a plain gray studio background.
Playboy Enjoy Hoodie
$98.00
S–XXL
Crocodile Leather Safari Jacket
Playboy Crocodile Leather Safari Jacket
$398.00
XS–XL
Soulland December 1973 Playboy Camp Shirt
Playboy x Soulland December 1973 Playboy Camp Shirt
$313.00
XS–XL
A man wearing a bright red crewneck sweatshirt with a small embroidered graphic on the left chest, paired with black pants, photographed against a neutral gray studio background.
Playboy x JGC Petite Love Bunny Sweatshirt
$93.00
S–XXL
A man wearing a dark charcoal gray hoodie with a graphic print that reads 'WILD WEST BUNNY' in cream and orange, paired with dark jeans, against a solid gray studio background.
Playboy WW Bunny Hoodie
$98.00
2 colors · S–XL
Playboy Men's Beach Club Graphic Shorts - Black
Playboy Men's Beach Club Graphic Shorts
$50.00
2 colors · S–XXL
Big Bunny Robe Coat
Playboy Belted Long Wool Robe Coat
$638.00
XS–XL
Big Bunny Skinny Pant
Playboy Aviation Wings Sweatpants
$201.00
4 colors · XS–XL
N950Pb Puffer Vest
Playboy N950PB Puffer Vest
$284.00
2 colors · XS–XL
A man wearing a beige crewneck sweatshirt from the back, featuring a graphic of a pin-up girl with a Playboy bunny and the text 'PLAYBOY CLUB FANTASY UNITED EST. 1963' on a gray background.
Playboy Ace of Spades Crewneck Sweatshirt
$86.00
S–XXL
Playboy Compass Long Sleeve Tee
Playboy Compass Long Sleeve Tee
$51.00
2 colors · S–L
Soulland October 1971 Playboy Long Sleeve Camp Shirt
Playboy x Soulland October 1971 Playboy Long Sleeve Camp Shirt
$313.00